ethyl 5,7-dimethyl-1H-indole-2-carboxylate

Base Information

• Chemical Name: ethyl 5,7-dimethyl-1H-indole-2-carboxylate
• CAS No.: 59549-49-4
• Molecular Formula: C13H15NO2
• Molecular Weight: 217.26400
• DSSTox Substance ID: DTXSID301265048
• Mol file: 59549-49-4.mol

Synonyms:ethyl 5,7-dimethyl-1H-indole-2-carboxylate;59549-49-4;SCHEMBL7684371;AMY7606;DTXSID301265048;BBL022363;STK895550;AKOS001476275;ethyl5,7-dimethyl-1H-indole-2-carboxylate;CS-0367023

Chemical Property of ethyl 5,7-dimethyl-1H-indole-2-carboxylate

Chemical Property:

• PSA: 42.09000
• LogP: 2.96140
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 217.110278721
• Heavy Atom Count: 16
• Complexity: 267

Purity/Quality:

96% purity ^*data from raw suppliers

Ethyl5,7-Dimethyl-1h-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=CC(=CC(=C2N1)C)C
• Uses: Ethyl 5,7-Dimethyl-1h-indole-2-carboxylate is derived from 2,?4-?Dimethylaniline (2,4-Xylidine) (X749690), which is an aniline derived chemical reagent used in the synthesis of antiarrhythmic compounds and used as a reactant in the synthesis of anti-convulsants.

Technology Process of ethyl 5,7-dimethyl-1H-indole-2-carboxylate

There total 5 articles about ethyl 5,7-dimethyl-1H-indole-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 27.7%

2-oxo-propionic acid ethyl ester (617-35-6) + (3,5-dimethylphenyl)hydrazine hydrochloride (60481-36-9) → methyl 4,6-H-indole-2-carboxylate (59549-49-4)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 6h; Reflux;

DOI:10.1016/j.bmc.2017.05.015

Reference yield:

2-(2,4-dimethyl-phenylhydrazono)-propionic acid ethyl ester (133131-70-1) → methyl 4,6-H-indole-2-carboxylate (59549-49-4)

Guidance literature:

With zinc(II) chloride; at 160 ℃;

DOI:10.1021/ja01578a035

Reference yield:

2-oxo-propionic acid ethyl ester (617-35-6) + (2,4-dimethylphenyl)hydrazine hydrochloride (60480-83-3) → methyl 4,6-H-indole-2-carboxylate (59549-49-4)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 12h; Heating;

DOI:10.1021/jm0341047

upstream raw materials:

2-(2,4-dimethyl-phenylhydrazono)-propionic acid ethyl ester

2-oxo-propionic acid ethyl ester

(2,4-dimethylphenyl)hydrazine hydrochloride

2-mesitylhydrazono-propionic acid ethyl ester

Downstream raw materials:

5,7-dimethyl-1H-indole-2-carboxylic acid

N-cyclohexyl-4,6-dimethyl-1H-indole-2-carboxamide

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